Heterocyclic Building Blocks-quinoxaline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49679-45-0,Ethyl 3-chloroquinoxaline-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 5 (Process B) Preparation of ethyl 3-(4,6-dimethoxypyrimidin-2-yloxy)quinoxaline-2-carboxylate (Compound No. 762) 100 ml of N,N-dimethylformamide was added to 2.3 g (9.72 mmol) of ethyl 3-chloroquinoxaline-2-carboxylate, 2.0 g (12.8 mmol) of 4,6-dimethoxy-2-hydroxypyrimidine and 1.8 g (13.0 mmol) of potassium carbonate, and the mixture was heated and stirred at 100 C. for 23 hours. After cooling, the reaction solution was poured into water, extracted with ethyl acetate, washed with water and a saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was purified by column chromatography to obtain 2.2 g (yield: 64.7%) of the desired product. Refractive index: 1.5933.

49679-45-0, 49679-45-0 Ethyl 3-chloroquinoxaline-2-carboxylate 12283436, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5527763; (1996); A;,
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1204-75-7, 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The resulting compound (2.00 g, 6.84 mmol) was condensed with 3-hydroxyquinoxaline-2-carboxylic acid (1.48 g, 7.80 mmol) under nitrogen stream to afford the desired title compound (2.71 g, yield 85%) as a pale yellow solid. 1H-NMR (DMSO-d6, 400 MHz) delta: 12.88 (1H, s), 9.62 (1H, d, J=6.0 Hz), 7.87 (1H, dd, J=7.6 Hz, 2.0 Hz), 7.65 (1H, dt, J=7.6 Hz, 2.0 Hz), 7.40 (1H, dt, J=7.6 Hz, 2.0 Hz), 7.37 (1H, d, J=7.6 Hz), 7.12 (2H, m), 7.02 (2H, m), 4.76 (1H, q, J=8.4 Hz), 4.61 (1H, m), 4.12-3.80 (2H, m), 3.60-3.20 (2H, m), 2.08-1.88 (2H, m), 1.75-1.45 (2H, m), 1.23 (1H, dd, J=6.4 Hz), 0.53-0.38 (4H, m). MS (ESI, m/z): 465 (M+H)+. Anal. Calcd for C25H25FN4O4: C, 64.64; H, 5.42; N, 12.06. Found: C, 64.27; H, 5.30; N, 12.01.

1204-75-7, 1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.,879-65-2

Preparation of Quinoxaline-2-carboxylic acid {(S)-1-[3-oxo-1-(propane-1-sulfonyl)-azepan-4-ylcarbamoyl]-3-methyl-1-butyl}-amide Following the general procedure of Examples 280h-j except substituting quinoxaline-2-carboxylic acid for benzofuran-2-carboxylic acid and 1-propanesulfonyl chloride for 3-flurobenzenesulfonyl chloride provided the title compound as a mixture of diastereomers. Separation of the diastereomers by HPLC provided diastereomer 1: MS(ES) 503.4 (M+H)+and diastereomer 2 MS(ES) 503.4 (M+H)+.

879-65-2 2-Quinoxalinecarboxylic acid 96695, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; SmithKline Beecham Corporation; US2002/147188; (2002); A1;; ; Patent; SmithKline Beecham Corporation; US2003/144175; (2003); A1;,
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91-19-0, Quinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

91-19-0, At room temperature, will be 52 mg (0.4 mmol) quinoxaline, 414 mg (2.8 mmol) 2, 2 – ethoxy acetic acid, 182 mg (0.8 mmol) of the ammonium persulfate and 260 mg (0.8 mmol) Cs2CO3Dissolved in 6 ml in dimethyl sulfoxide, mix, nitrogen 30 min after the blue LEDs arranged under the lamp illumination reaction 20 h, adding 7.2 concentration is 3 M hydrochloric acid catalytic hydrolysis 20 h, using sodium bicarbonate adjusting pH to neutral, extraction, the combined organic phase, by the rotary concentrate by the Rotavapor after turns on lathe does, then to the volume ratio of 15:1 petroleum ether: ethyl acetate mixed solution of eluant, performing silica gel column chromatography purification and separation, to obtain the corresponding formylation heterocyclic derivatives, its reaction is Product purity is 99%, and the yield is 63%.

As the paragraph descriping shows that 91-19-0 is playing an increasingly important role.

Reference£º
Patent; Harbin Institute of Technology; Yang Chao; Jia Wei; Gou Baoquan; (9 pag.)CN108640807; (2018); A;,
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50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50998-17-9, (2S,4R)-l-(2-(3-Acetyl-lH-indazol-l-yl)acetyl)-4-fluoro-N-(2-fluoro-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-2-carboxamide (0.158 g), 6- bromoquinoxaline (0.050 g), Pd(dppf)Cl2 (39 mg) and potassium carbonate (0.165 g) were taken in a pressure tube under argon. To this mixture, 4 mL of dioxane and 1 mL of water were added. The mixture was bubbled with argon for 5 min and the vial was stoppered and subjected to microwave irradiation at 100 C for 45 min. The volatiles were removed under reduced pressure and the residue was purified by ISCO (0-2 % MeOH in CH2CI2) to afford compound 83. 1H NMR (400 MHz, DMSO) (major rotamer) delta 2.07- – 2.33 (m, 1H), 2.55-2.72 (m, 1H), 2.61 (s, 3H), 3.95-4.09 (m, 1H), 4.25 (dd, J = 12.5, 21.9 Hz, 1H), 4.79 (t, J = 8.4 Hz, 1H), 5.57 (d, J = 52.8 Hz, 1H), 5.59 (d, J = 17.2 Hz, 1H), 5.80 (d, J = 17.4 Hz, 1H), 7.28-7.49 (m, 4H), 7.69 (d, J = 8.4 Hz, 1H), 7.94 (t, J = 7.6 Hz, 1H), 8.01 (d, J = 8.8 Hz, 1H), 8.14 – 8.21 (m, 3H), 8.99 (d, J = 3.6 Hz, 2H), 10.03 (s, 1H). 19F- MR (DMSO-de ) (major rotamer): delta – 130.1, -175.9.

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
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6298-37-9, Quinoxalin-6-amine is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the reaction vessel was added example 40 (36 mg, 0.10 mmol), 6-aminoquinoxaline [6298-37-9] (15 mg, 0.10 mmol), COMU (53 mg, 0.12 mmol), DCM (1.3 mL) and DIPEA (17 m, 0.10 mmol). The reaction mixture was stirred at r.t. overnight. To the reaction mixture was added water (1.2 mL) and the mixture was filtered through a phase separator. The aqueous phase was further extracted with DCM (2 x 400 m), the organic phases were combined and concentrated in vacuo to yield the crude product which was purified by preparative HPLC (basic) to afford the title compound (0.0092g, 19%). LCMS (ES+) [M+H]+490.1892, RT 4.72 minutes (Method 20)., 6298-37-9

6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various.

Reference£º
Patent; UCB BIOPHARMA SRL; CHOVATIA, Prafulkumar Tulshibhai; CONNELLY, Rickki Lee; FRANKLIN, Richard Jeremy; HASLETT, Gregory William; HENRY, Alistair James; MADDEN, James; NEUSS, Judi Charlotte; NORMAN, Timothy John; PHILPS, Oliver; PITT, William Ross; RAMPALAKOS, Konstantinos; SELBY, Matthew Duncan; SELVARATNAM, Suganthan; TRANI, Giancarlo; ZHU, Zhaoning; (768 pag.)WO2019/243550; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108229-82-9,6-Bromo-2,3-dichloroquinoxaline,as a common compound, the synthetic route is as follows.

General procedure: A mixture of substituted 7,8-dimethoxytetrazolo-[1,5-a]-quinazolin-5-amine 4 (0.001 mol) and 2,3-dichloroquiaxoline 2a-e (0.01 mol) in glacial acetic acid 10 mL containing 0.2 mL of DMF as a catalyst wa refluxed for 12-15 hr. after completion of the reaction (monitored by TLC), the reaction mixture was poured into water, the solid separated was filtered, washed with water, dried and purified by column chromatodraphy (2:8 CHCl3:EA) to furnish the desired compounds 5a-e.

108229-82-9, 108229-82-9 6-Bromo-2,3-dichloroquinoxaline 13799585, aquinoxaline compound, is more and more widely used in various.

Reference£º
Article; Srinivas; Prasanna; Ravinder; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 53; 2; (2014); p. 238 – 242;,
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1865-11-8, Methyl quinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of methyl quinoxaline-2-carboxylate (1-a) (4.0 g, 21 mmol) in ethanol (50 mL) was added acetic acid (1.2 mL, 21 mmol) and Pd/C (10 wtpercent, 2.2 g, 21 mmol). The solution was degassed and then stirred under 5 kg pressure of hydrogen for 36 hours. The mixture was filtered through CELITE (diatomaceous earth) bed and the CELITE bed waswashed with excess methanol. The combined filtrate was concentrated under reduced pressure and the mixture was purified by column chromatography (25 ? 50percent ethyl acetate in petroleum ether) to provide the titled compound (1-b), which gave a proton NMR spectra consistent with theory a mass ion [ES+] of 193.2 for [M + H]., 1865-11-8

The synthetic route of 1865-11-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas, C.; WU, Wen-Lian; (45 pag.)WO2017/99969; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108229-82-9,6-Bromo-2,3-dichloroquinoxaline,as a common compound, the synthetic route is as follows.

To a solution of compound 1 (2.78 g, 0.01 mol) in DMF (50 mL), 4-aminophenol (2.18 g, 0.02 mol) was added. The reaction mixture was refluxed for 18h. After completion of the reaction, the reactionmixture was poured onto crushed ice with stirring. Then, the precipitate that formed was filtered, washed with water, dried and crystallized frompetroleum ether (80-100C) to give the title com-pound 5.Yield: 64%; (brown powder): m.p. 159-161 O C;IR (KBr, cm -1 ): 3423 (OH), 3162 (NH), 1617 (C=N).1 H NMR (DMSO-d 6 , delta , ppm): 7.04-8.11 (m, 11H,Ar-H), 9.03 (s, br, 2H, 2NH; exchangeable withD 2 O), 11.96 (s, br, 2H, 2OH; exchangeable withD 2 O). 13 C NMR (DMSO-d 6 , delta , ppm): 122.18-141.61(12Ar-C), 154.82, 154.94 (2C=N). MS (m/z), 422(M + ; 82%), 423 (M + + 1; 100%), 424 (M + + 2; 79%).Analysis: calcd. for C 20 H 15 BrN 4 O 2 (423.26): C,56.75; H, 3.57; N, 13.24%; found: C, 56.61; H, 3.74;N, 13.49%.

108229-82-9, As the paragraph descriping shows that 108229-82-9 is playing an increasingly important role.

Reference£º
Article; Abbas, Hebat-Allah S.; Al-Marhabi, Aisha R. M.; Ammar, Yousry A.; Acta poloniae pharmaceutica; vol. 74; 2; (2017); p. 445 – 458;,
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74003-63-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74003-63-7,3-Methylquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.

The solid (0.10 g, 0.53 mmol) was slurried in dichloromethane and oxalyl chloride (56 muL, 0.64 mmol) was added at 0 C. The mixture was warmed to room temperature and stirred for 1 hour, then concentrated to a tan solid (62 mg, 57%).

The synthetic route of 74003-63-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US2005/43292; (2005); A1;,
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